Learn About Key West History on Vacation
Key West is a city where every street tells a story and history comes alive. Unravel the rich history of Key West during your getaway and learn about the island’s rich maritime heritage, military past, famous residents, and diverse culture. Grab a drink at a bar that’s been open since the 1800s, stroll through the colorful architecture of Old Town, and visit the home where Ernest Hemingway once resided. Book one of our vacation rentals in the heart of Old Town and enjoy staying in the historic district, just minutes from the area’s rich history and attractions!
Visit the Homes of Literary Legends and US Presidents
When you visit Key West, you will be walking in the footsteps of legends. Visit the historic homes of Key West’s most famous residents and learn how they contributed to the island’s history:
- Ernest Hemingway Home and Museum: See where Ernest Hemingway resided and wrote during the years he called Key West home.
- Harry S. Truman Little White House: Visit this historic home, best known for being the winter residence of Harry Truman during his presidency.
- Tennessee Williams Museum: Learn about Williams’ literary accomplishments and life in Key West at this local museum.
Discover Key West Maritime and Military History
Key West’s history has long been tied to the water. Our convenient location on the Gulf of Mexico and the Atlantic Ocean drew the Navy here in the 1820s to establish military forts. Later on, our waters, industries like wrecking, salvaging, and salt manufacturing thrived. Learn about all this and more at these historic sites:
- Fort Zachary Taylor Historic State Park: Step back in time and explore this historic fort that played an important role in the Civil War and the Spanish-American War.
- Fort East Martello Museum: Explore this unique Civil War fort, featuring exhibits on the Civil War, industries, folk art, and even ghostly encounters.
- Key West Lighthouse Museum: Climb the stairs of the island’s historic lighthouse and learn about maritime history while soaking in the views.
Uncover the Rich Cultural Heritage
The people make the place. And that’s abundantly clear in Key West. The island’s diverse cultures and people are what make us who we are and what we are today. Learn the story of the indigenous people who first called the island home, immigrants who came to Key West and helped it thrive, and much more:
- Key West Museum of Art & History: Learn about two centuries of history, art, and people on the island in a historic building originally used as the island’s post office.
- Historic Key West Cemetery: Walk through the historic cemetery, featuring many unique tombstones and stories of past residents.
- San Carlos Institute: Explore this unique historic site, founded in the 1870s by Cuban exiles. Today, it serves as a community space and preserves the rich history of Cubans on the island.
Book Your Vacation Rental in the Key West Historic District
These are just a few of the ways you can learn about Key West’s history during your visit. Discover even more Key West historical tours and sites, including Sloppy Joe Bar, Key West Historic Seaport, and Mallory Square. Stay close to it all with our Key West vacation rentals in the historic district, ranging from charming one-bedroom cottages to grand estates. Find the perfect rental for your Florida vacation and book with us today!
